Holiday houses in Gloucester

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Popular amenities for Gloucester holiday rentals

Stay near Gloucester's top sights

Beauport Hotel Gloucester35 locals recommend
Cape Ann Whale Watch41 locals recommend
7 Seas Whale Watch19 locals recommend
Stage Fort Park and Beach45 locals recommend
Causeway Restaurant41 locals recommend
Cape Ann Museum69 locals recommend

Other great holiday rentals in Gloucester

Guest favourite

Guesthouse in Gloucester

4.94 out of 5 average rating, 143 reviews

Jestina's Cottage - Next to Rocky Neck

5–12 Oct

$312 NZD per night
Guest favourite

Home in Gloucester

4.99 out of 5 average rating, 155 reviews

Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry

4–11 Dec

$1,069 NZD per night
Guest favourite

Guesthouse in Rockport

5.0 out of 5 average rating, 215 reviews

Sea Mist Cottage Rockport, MA

12–19 Sep

$440 NZD per night
Guest favourite

Guest suite in Gloucester

4.98 out of 5 average rating, 128 reviews

The Carriage House near Plum Cove Beach

11–18 Jan

$521 NZD per night
Guest favourite

Apartment in Beverly

4.92 out of 5 average rating, 450 reviews

Private apartment 10 min to Salem!

1–8 Sep

$273 NZD per night
Guest favourite

Condo in Rockport

4.99 out of 5 average rating, 186 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

21–28 Oct

$696 NZD per night
Guest favourite

Apartment in Gloucester

4.85 out of 5 average rating, 105 reviews

Bright One Bedroom Apartment 5 Min Walk From Beach

10–17 Jan

$512 NZD per night
Guest favourite

Guest suite in Beverly

4.83 out of 5 average rating, 563 reviews

The Birthplace of American Navy-30 mins to BOS

5–12 Jul

$292 NZD per night

Quick stats about holiday rentals in Gloucester

  • Total rentals

    540 properties

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Rentals with a pool

    10 properties have a pool

  • Pet-friendly rentals

    130 properties allow pets

  • Family-friendly rentals

    340 properties are a good fit for families

  • Total number of reviews

    22K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Gloucester